OUR STORY
Meet The Guys Behind Jack of Hearts
What started as friendship, community, and “50 cents and a conversation” grew into a mission focused on helping Bastrop County students pursue brighter futures through scholarships, trade education, and local support.
Fifty Cents & A Conversation
Jack of Hearts started with two friends, a conversation at the American Legion, a game of darts, and a shared belief that not every student’s future looks the same.
While talking over drinks one evening, Jack Prentiss and Justin Love began discussing the importance of trade schools, certifications, and hands-on careers for local students. They believed college is not the only path to success — and that students pursuing skilled trades deserve encouragement, support, and opportunity too.
As the conversation grew, so did the idea.
The question became:
“Do you have any money?”
“Nope… do you?”
One had a quarter. The other had a quarter too.
That simple moment — fifty cents and a conversation — became the beginning of Jack of Hearts.
Sitting there at the American Legion, they even sketched the original Jack of Hearts logo on a napkin while talking about ways they could give back to the Bastrop County community.
What started as a small idea between friends has since grown into scholarship opportunities, fundraising events, community outreach, and support for students pursuing trade schools, technical certifications, and career education.
Today, Jack of Hearts continues to believe that every student deserves a path toward a meaningful future — whether that path leads to a university, a welding shop, a cosmetology program, an apprenticeship, or a technical career.
Our Impact
BUILDING BRIGHTER FUTURES IN BASTROP COUNTY
Jack of Hearts continues to support local students through scholarships, trade education, community partnerships, and opportunities that help create meaningful futures.
Helping students pursue welding, electrical, HVAC, mechanics, cosmetology, and other skilled trade careers through scholarships and community support.
Hosting banquets, fundraisers, auctions, and local events that bring the Bastrop County community together for a meaningful cause.
Creating opportunities, mentorship, and support systems that help local students build confidence, careers, and brighter futures.
Ready To Be Part Of The Story?
What started with fifty cents and a conversation has grown into scholarships, community events, mentorship, and opportunities for Bastrop County students.
Whether you sponsor an event, donate, volunteer, or simply help spread the word, every act of support helps create brighter futures for the next generation.